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18449-41-7,MFCD11559128
Catalog No.:AA00I1EC

18449-41-7 | Madecassic acid

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100mg
≥95%
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$52.00   $36.00
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250mg
≥95%
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$116.00   $81.00
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500mg
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1g
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00I1EC
Chemical Name:
Madecassic acid
CAS Number:
18449-41-7
Molecular Formula:
C30H48O6
Molecular Weight:
504.6985
MDL Number:
MFCD11559128
SMILES:
OCC1(C)C(O)C(O)CC2(C1C(O)CC1(C2CC=C2C1(C)CCC1(C2C(C)C(CC1)C)C(=O)O)C)C
Properties
Computed Properties
 
Complexity:
963  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
13  
Heavy Atom Count:
36  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
5  
Rotatable Bond Count:
2  
XLogP3:
4.4  

Downstream Synthesis Route

[1]Singh,B.;Rastogi,R.P.[Phytochemistry,1968,vol.7,p.1385-1393]

[1]VanLoc,Tran;Nhu,VoThiQuynh;VanChien,Tran;Ha,LeThiThu;Thao,TranThiPhuong;VanSung,Tran[ZeitschriftfurNaturforschung,B:ChemicalSciences,2018,vol.73,#2,p.91-98]

[2]Csuk,René;Hartmann,Ann-Kathrin;Hoenke,Sophie;Kraft,Oliver;Serbian,Immo[InternationalJournalofMolecularSciences,2022,vol.23,#8]

[3]Hamid,Kaiser;Ng,Irene;Tallapragada,VikramJ.;Váradi,Linda;Hibbs,DavidE.;Hanrahan,Jane;Groundwater,PaulW.[ChemicalBiologyandDrugDesign,2016,p.386-397]

18449-41-7   
N-(6β-hydroxy-2α,3β,23-triacetoxy-urs-12-ene-28-oyl)-n-decylamine 

[1]VanLoc,Tran;Nhu,VoThiQuynh;VanChien,Tran;Ha,LeThiThu;Thao,TranThiPhuong;VanSung,Tran[ZeitschriftfurNaturforschung,B:ChemicalSciences,2018,vol.73,#2,p.91-98]

18449-41-7   
N-(6β-hydroxy-2α,3β,23-triacetoxy-urs-12-ene-28-oyl)-glycineethylester 

[1]VanLoc,Tran;Nhu,VoThiQuynh;VanChien,Tran;Ha,LeThiThu;Thao,TranThiPhuong;VanSung,Tran[ZeitschriftfurNaturforschung,B:ChemicalSciences,2018,vol.73,#2,p.91-98]

Literature

Title: Exploration of natural compounds as sources of new bifunctional scaffolds targeting cholinesterases and beta amyloid aggregation: the case of chelerythrine.

Journal: Bioorganic & medicinal chemistry 20121115

Title: [Studies on fingerprints of Centella asiatica by HPLC].

Journal: Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20110101

Title: In vitro modulatory effects on three major human cytochrome P450 enzymes by multiple active constituents and extracts of Centella asiatica.

Journal: Journal of ethnopharmacology 20100720

Title: Association (micellization) and partitioning of aglycon triterpenoids.

Journal: Journal of colloid and interface science 20080915

Title: Oleanolic acid and its derivatives: new inhibitor of protein tyrosine phosphatase 1B with cellular activities.

Journal: Bioorganic & medicinal chemistry 20080915

Title: Structure-based development of novel adenylyl cyclase inhibitors.

Journal: Journal of medicinal chemistry 20080814

Title: Naturally occurring pentacyclic triterpenes as inhibitors of glycogen phosphorylase: synthesis, structure-activity relationships, and X-ray crystallographic studies.

Journal: Journal of medicinal chemistry 20080626

Title: Molecular dynamics simulation and thermodynamic modeling of the self-assembly of the triterpenoids asiatic acid and madecassic acid in aqueous solution.

Journal: The journal of physical chemistry. B 20080227

Title: [Separation and determination of madecassic acid in triterpenic genins of Centella asiatica by high performance liquid chromatography using beta-cyclodextrin as mobile phase additive].

Journal: Se pu = Chinese journal of chromatography 20070501

Title: Identification of triterpenoid compounds of Centella asiatica by thin-layer chromatography and mass spectrometry.

Journal: Biomedical chromatography : BMC 20060201

Title: Gene expression changes in the human fibroblast induced by Centella asiatica triterpenoids.

Journal: Planta medica 20030801

Title: Won JH, et al. Anti-inflammatory effects of madecassic acid via the suppression of NF-kappaBpathway in LPS-induced RAW 264.7 macrophage cells. Planta Med. 2010 Feb;76(3):251-7.

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